A facile route to a polymer-supported IBX reagent

Zhang, Lei; Denecker, C.; Jegasothy, S.; Sherrington, D. C.; Slater, Nigel K.H.; Sutherland, Andrew J.

doi:10.1016/s0040-4039(03)00041-8

Cited by 72 publications

(17 citation statements)

References 23 publications

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“…Lei and co-workers have developed a polymer-supported IBX derivative 550 , which has the advantages of a simplified preparation method and a high oxidation activity of 1.5 mmol g −1 971. A conceptually different approach was used by Sutherland and co-workers for the preparation of the polystyrene based reagent 551 ; in this procedure the iodobenzoic acid moiety was introduced directly to the resin backbone by the iodination/oxidation sequence 972. Very recently, the preparation of functional organic-inorganic colloids modified by IBX 552 has been reported by Hatton and co-workers 973…”

Section: Iodine(v) Compoundsmentioning

confidence: 99%

Chemistry of Polyvalent Iodine

2008

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Section: Iodine(v) Compoundsmentioning

confidence: 99%

Chemistry of Polyvalent Iodine

2008

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“…Another type of solid-supported IBX, 12, can be prepared in only three steps from poly(p-methylstyrene) [30] (Scheme 6). Silica-supported IBX 8 can be used for the oxidation of alcohols in THF as well as DMSO at room temperature.…”

Section: Polymer-supported Benzoiodoxole Oxidesmentioning

confidence: 99%

“…However, oxidation of a primary alkanol with 12 proved to be more difficult and a lower yield was obtained. [30] …”

Section: Polymer-supported Benzoiodoxole Oxidesmentioning

confidence: 99%

Hypervalent Iodine Reagents for the Oxidation of Alcohols and Their Application to Complex Molecule Synthesis

2004

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Hypervalent iodine(V) derivatives such as 2-iodoxybenzoic acid (IBX) and Dess±Martin periodinane [DMP; 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one] have been used widely for the oxidation of alcohols to aldehydes and ketones during the last decade because of their high chemoselectivity, mild reactivity, and high yielding process. This review focuses on the recent progress in the oxidation of alcohols to carbonyl compounds using IBX, DMP, and other hypervalent iodine reagents, and their application to total syntheses of a variety of complex natural products.

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“…No overoxidation to acids was observed; the reaction in such conditions is highly selective for vicinal dioles in oxidizing only the secondary hydroxyl group [29,[32][33][34][35][36] (Scheme 13).…”

Section: Hypervalent Iodine Reagents As Mild Oxidantsmentioning

confidence: 99%